Organic Chemistry, 3e WileyPLUS Registration Card + Loose-leaf Print Companion
Organic Chemistry, 3e WileyPLUS Registration Card + Loose-leaf Print Companion
3rd Edition
ISBN: 9781119340577
Author: Klein
Publisher: Wiley (WileyPLUS Products)
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Chapter 19.7, Problem 23PTS

(a)

Interpretation Introduction

Interpretation: Product obtained for the given reaction has to be predicted.

Concept introduction:

An acetal is a compound having structural formula R2C(OR')2

Hydrolysis of acetal: Acetal treated by aqueous acid gives corresponding ketone and alcohol. An acid catalysis is required for the acetal hydrolysis.

  Organic Chemistry, 3e WileyPLUS Registration Card + Loose-leaf Print Companion, Chapter 19.7, Problem 23PTS , additional homework tip  1

(b)

Interpretation Introduction

Interpretation: Product obtained when the given compound undergoes hydrolysis in presence of H3O+ has to be predicted.

Concept introduction:

An imine is a compound having C=N bond that is formed by the reaction of a ketone or aldehyde and primary amine under mild acidic conditions with the elimination of water molecule.

Hydrolysis of imine: Under acidic conditions, imine reacts with water to give corresponding ketone and primary amine.

Here, the C=N bond gets cleaved.

  Organic Chemistry, 3e WileyPLUS Registration Card + Loose-leaf Print Companion, Chapter 19.7, Problem 23PTS , additional homework tip  2

(c)

Interpretation Introduction

Interpretation: Product obtained for the given reaction has to be predicted.

Concept introduction:

An acetal is a compound having structural formula R2C(OR')2

Hydrolysis of acetal: Acetal treated by aqueous acid gives corresponding ketone and alcohol. An acid catalysis is required for the acetal hydrolysis.

  Organic Chemistry, 3e WileyPLUS Registration Card + Loose-leaf Print Companion, Chapter 19.7, Problem 23PTS , additional homework tip  3

(d)

Interpretation Introduction

Interpretation: Product obtained when the given compound undergoes hydrolysis in presence of H3O+ has to be predicted.

Concept introduction:

An enamine is a compound where the lone pair of electrons in the nitrogen atom of CN bond gets delocalized by the presence of nearby C=C bond.

Hydrolysis of enamine: Under acidic conditions, enamine reacts with water to give corresponding ketone and secondary amine.

Here, the bond between nitrogen and the sp2 carbon attached to it gets cleaved.

  Organic Chemistry, 3e WileyPLUS Registration Card + Loose-leaf Print Companion, Chapter 19.7, Problem 23PTS , additional homework tip  4

(e)

Interpretation Introduction

Interpretation: Product obtained when the given compound undergoes hydrolysis in presence of H3O+ has to be predicted.

Concept introduction:

An enamine is a compound where the lone pair of electrons in the nitrogen atom of CN bond gets delocalized by the presence of nearby C=C bond.

Hydrolysis of enamine: Under acidic conditions, enamine reacts with water to give corresponding ketone and secondary amine.

Here, the bond between nitrogen and the sp2 carbon attached to it gets cleaved.

  Organic Chemistry, 3e WileyPLUS Registration Card + Loose-leaf Print Companion, Chapter 19.7, Problem 23PTS , additional homework tip  5

(f)

Interpretation Introduction

Interpretation: Product obtained when the given compound undergoes hydrolysis in presence of H3O+ has to be predicted.

Concept introduction:

An acetal is a compound having structural formula R2C(OR')2

Hydrolysis of acetal: Acetal treated by aqueous acid gives corresponding ketone and alcohol. An acid catalysis is required for the acetal hydrolysis.

  Organic Chemistry, 3e WileyPLUS Registration Card + Loose-leaf Print Companion, Chapter 19.7, Problem 23PTS , additional homework tip  6

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Chapter 19 Solutions

Organic Chemistry, 3e WileyPLUS Registration Card + Loose-leaf Print Companion

Ch. 19.5 - Prob. 9ATSCh. 19.5 - Prob. 10CCCh. 19.5 - Prob. 11CCCh. 19.5 - Prob. 12CCCh. 19.5 - Prob. 13CCCh. 19.6 - Prob. 3LTSCh. 19.6 - Prob. 14PTSCh. 19.6 - Prob. 15PTSCh. 19.6 - Prob. 16ATSCh. 19.6 - Prob. 17CCCh. 19.6 - Prob. 18CCCh. 19.6 - Prob. 20PTSCh. 19.6 - Prob. 21ATSCh. 19.6 - Prob. 22CCCh. 19.7 - Prob. 5LTSCh. 19.7 - Prob. 23PTSCh. 19.7 - Prob. 24ATSCh. 19.7 - Prob. 25CCCh. 19.8 - Prob. 26CCCh. 19.8 - Prob. 27CCCh. 19.9 - Prob. 28CCCh. 19.9 - Prob. 29CCCh. 19.10 - Prob. 30CCCh. 19.10 - Prob. 31CCCh. 19.10 - Prob. 32CCCh. 19.10 - Prob. 33CCCh. 19.10 - Prob. 6LTSCh. 19.10 - Prob. 34PTSCh. 19.10 - Prob. 35PTSCh. 19.10 - Prob. 36ATSCh. 19.10 - Prob. 37ATSCh. 19.10 - Prob. 38CCCh. 19.11 - Prob. 39CCCh. 19.12 - Prob. 7LTSCh. 19.12 - Prob. 40PTSCh. 19.12 - Prob. 41ATSCh. 19.13 - Prob. 42CCCh. 19 - Prob. 43PPCh. 19 - Prob. 44PPCh. 19 - Prob. 45PPCh. 19 - Prob. 46PPCh. 19 - Prob. 47PPCh. 19 - Prob. 48PPCh. 19 - Prob. 49PPCh. 19 - Prob. 50PPCh. 19 - Prob. 51PPCh. 19 - Prob. 52PPCh. 19 - Prob. 53PPCh. 19 - Prob. 54PPCh. 19 - Prob. 55PPCh. 19 - Prob. 56PPCh. 19 - Prob. 57PPCh. 19 - Prob. 58PPCh. 19 - Prob. 59PPCh. 19 - Prob. 60PPCh. 19 - Predict the major product(s) obtained when each of...Ch. 19 - Prob. 62PPCh. 19 - Prob. 63PPCh. 19 - Prob. 64PPCh. 19 - Prob. 65PPCh. 19 - Prob. 66PPCh. 19 - Prob. 67PPCh. 19 - Prob. 68PPCh. 19 - Prob. 69PPCh. 19 - Prob. 70PPCh. 19 - Prob. 71PPCh. 19 - Prob. 72PPCh. 19 - Prob. 73PPCh. 19 - Prob. 74IPCh. 19 - Prob. 75IPCh. 19 - Prob. 76IPCh. 19 - Prob. 77IPCh. 19 - Prob. 78IPCh. 19 - Prob. 79IPCh. 19 - Prob. 80IPCh. 19 - Prob. 81IPCh. 19 - Prob. 83IPCh. 19 - Prob. 84IPCh. 19 - Prob. 85IPCh. 19 - Prob. 86IPCh. 19 - Prob. 87IPCh. 19 - Prob. 88IPCh. 19 - Prob. 89IPCh. 19 - Prob. 90IPCh. 19 - Prob. 91IPCh. 19 - Prob. 92IPCh. 19 - Prob. 93IPCh. 19 - Prob. 94CPCh. 19 - Prob. 95CPCh. 19 - Treatment of the following ketone with LiAIHa...
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